Stereoselective Synthesis of Bishomo-inositols as Glycosidase Inhibitors

Baran, Arif

dc.contributor.authors	Baran, A; Balci, M;
dc.date.accessioned	2020-02-24T14:14:24Z
dc.date.available	2020-02-24T14:14:24Z
dc.date.issued	2009
dc.identifier.citation	Baran, A; Balci, M; (2009). Stereoselective Synthesis of Bishomo-inositols as Glycosidase Inhibitors. JOURNAL OF ORGANIC CHEMISTRY, 74, 95-88
dc.identifier.issn	0022-3263
dc.identifier.uri	https://doi.org/10.1021/jo801344f
dc.identifier.uri	https://hdl.handle.net/20.500.12619/44734
dc.description.abstract	For the synthesis of various bishomo-inositol derivatives, 1,3,3a,7a-tetrahydro-2-benzofuran was used as the key compound. For further functionalization of the diene unit, the diene was subjected to photooxygenation, epoxidation, and cis-hydroxylation reactions. The endoperoxide linkage was cleaved by thiourea. The remaining double bond was subjected to epoxidation and cis-hydroxylation reactions. The epoxide rings and tetrahydrofuran rings formed were opened by acid-catalyzed reaction with sulfamic acid. The combination of these reactions resulted in the formation of various new inositol derivatives such as bishomo-chiro-inositol, bishomo-myo-inositol, and two isomeric bishomo-allo-inositols.
dc.language	English
dc.publisher	AMER CHEMICAL SOC
dc.subject	Chemistry
dc.title	Stereoselective Synthesis of Bishomo-inositols as Glycosidase Inhibitors
dc.type	Article
dc.identifier.volume	74
dc.identifier.startpage	88
dc.identifier.endpage	95
dc.contributor.department	Sakarya Üniversitesi/Fen-Edebiyat Fakültesi/Kimya Bölümü
dc.contributor.saüauthor	Baran, Arif
dc.relation.journal	JOURNAL OF ORGANIC CHEMISTRY
dc.identifier.wos	WOS:000262004000011
dc.identifier.doi	10.1021/jo801344f
dc.contributor.author	Baran, Arif